4-乙基-6-庚烯-3-酮 | 131671-56-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-乙基-6-庚烯-3-酮
• 英文名称: 4-ethylhept-6-en-3-one
• 英文别名: 4-Ethyl-6-hepten-3-one
• CAS: 131671-56-2
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: SUOMOGSVQCEXBO-UHFFFAOYSA-N

物化性质

• 沸点：
  187.0±9.0 °C(Predicted)
• 密度：
  0.826±0.06 g/cm3(Predicted)
• LogP：
  2.429 (est)
• 保留指数：
  1468

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-己烯-3-酮 、 3-溴丙烯 生成 4-乙基-6-庚烯-3-酮
  参考文献：
  名称：

  Reactions of Tin(IV) Enolates Obtained from O-Stannyl Ketyls under Neutral Free Radical Conditions

  摘要：

  Under mild and neutral free radical conditions, an alpha,beta-unsaturated ketone reacted with tributyltin hydride to produce an intermediate resonance-stabilized allylic O-stannyl ketyl. Upon subsequent hydrogen atom abstraction, a tin(IV) enolate was afforded which could be quenched with a variety of electrophiles and form new carbon-carbon bonds. Aldehydes react to produce aldol-type products and both intramolecular and intermolecular carbonyl addition reactions were investigated using this strategy. Using similar methodology, the tin(TV) enolate could be quenched in the presence of HMPA with various alkyl halides and alpha,beta-unsaturated carbonyl compounds (Michael accepters) to yield alkylated products in good yields. These reactions represent a very mild regioselective alternative to metal enolate formation which usually requires strong bases such as LDA or strongly reductive dissolving metal conditions to achieve success. New carbon skeletons for natural product synthesis can be readily constructed using this chemically neutral approach.

  DOI：

  10.1021/jo960639e

文献信息

• Tin(IV) enolates from allylic O-stannyl ketyls: Reactions with alkyl halides and HMPA
  作者：Eric J. Enholm、Paul E. Whitley

  DOI：10.1016/0040-4039(95)02260-0

  日期：1996.1

  The mild free radical reaction of an α,β-unsaturated ketone and tributyltin radical produced a resonance-stabilized allylic O-stannyl ketyl intermediate. A subsequent hydrogen atom transfer produced a tin(IV) enolate which reacts readily with activated alkyl halides and HMPA to provide a useful and mild alternative to analogous LiNH3 alkylations.

  α，β-不饱和酮和三丁基锡自由基的温和自由基反应产生了共振稳定的烯丙基O-锡烷基酮基中间体。随后的氢原子转移产生烯醇锡（IV），其易于与活化的烷基卤化物和HMPA反应以提供有用且温和的替代类似Li 3 NH 3烷基化的方法。
• Lubricating formulations for dispersancy and temperature, friction, and wear reduction
  申请人：Rountree Philip L.

  公开号：US20080312112A1

  公开（公告）日：2008-12-18

  The present invention provides a working fluid additive for use in conjunction with a working fluid within an operating system having contact surfaces. The working fluid additive may consist solely of a highly polar material, but preferably includes both a highly polar material and a material that is synergistic to the highly polar material. The highly polar materials have a great affinity for the contact surfaces within the operating system and, therefore, produce film layers on the contact surfaces sufficient to significantly eliminate the frictional losses experience in the boundary regime of lubrication. By including a synergistic polar material, the efficacy as well as the thickness of this film layer is increased to further increase friction reduction. Organo-metallics may be utilized to further decrease wear and friction. An enhancing accelerator may be used to increase the compatibility between the host working fluid and the additive. A dispersion agent may also be employed within to disperse the working fluid additive within the working fluid.